(3aS,4S,9aS)-4-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-dimethoxy-1,3,3a,4,9,9a-hexahydrobenzo[f][2]benzofuran-6-ol

Details

• Internal ID: 2875ad00-874e-4fb4-b88f-b9fe7ab3ec6f
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: (3aS,4S,9aS)-4-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-dimethoxy-1,3,3a,4,9,9a-hexahydrobenzo[f][2]benzofuran-6-ol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C3COCC3CC4=CC(=C(C(=C24)OC)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@@H]2[C@@H]3COC[C@H]3CC4=CC(=C(C(=C24)OC)O)OC
• InChI: InChI=1S/C22H26O7/c1-25-15-7-12(8-16(26-2)20(15)23)18-14-10-29-9-13(14)5-11-6-17(27-3)21(24)22(28-4)19(11)18/h6-8,13-14,18,23-24H,5,9-10H2,1-4H3/t13-,14-,18-/m1/s1
• InChI Key: CSFGJEASQIWXHD-HBUWYVDXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.6558	65.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8090	80.90%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6282	62.82%
P-glycoprotein inhibitior	-	0.5692	56.92%
P-glycoprotein substrate	-	0.7259	72.59%
CYP3A4 substrate	+	0.5680	56.80%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	+	0.5493	54.93%
CYP3A4 inhibition	-	0.5256	52.56%
CYP2C9 inhibition	+	0.6918	69.18%
CYP2C19 inhibition	+	0.7287	72.87%
CYP2D6 inhibition	-	0.8591	85.91%
CYP1A2 inhibition	+	0.5264	52.64%
CYP2C8 inhibition	+	0.5612	56.12%
CYP inhibitory promiscuity	+	0.8342	83.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Non-required	0.5110	51.10%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7131	71.31%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4445	44.45%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6570	65.70%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8264	82.64%
Acute Oral Toxicity (c)	III	0.6020	60.20%
Estrogen receptor binding	+	0.8617	86.17%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.8125	81.25%
Glucocorticoid receptor binding	+	0.8616	86.16%
Aromatase binding	-	0.5318	53.18%
PPAR gamma	+	0.7165	71.65%
Honey bee toxicity	-	0.7313	73.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9701	97.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.20%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.77%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.00%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.91%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.10%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.40%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.26%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.53%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.16%	95.89%

Plants that contains it

• Pinalia yunnanensis

Cross-Links

• PubChem: 21581430
• LOTUS: LTS0117815
• wikiData: Q104969182